Watch Sailing & Boating Adventures Around the World – Page 2 of 42
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
Every day on this refit is a test of patience, focus, and commitment. This project is not just about building a battery box, it is about building the discipline to take a boat around the world without stopping.
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New boat, new chapter, and all the nerves that come with it. 🛥️ Stay salty! Get your free LMNT Sample Pack with any purchase at
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After two years sitting still, we got this boat off the dock. But not before discovering why boats don’t like being ignored. Start 2026 with better sleep! Try Beam Dream: and use code WYNNS for up to 40% off - limited time only.
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Merry Christmas and Happy Holidays!
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We Finally Found Out If Our Auction Boat Actually Works. 🎁 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN!
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The Baja 1000 is approximately 1000 miles of endless possibilities for bad decisions. 🏎️ AG1 has their best offer EVER - subscribe with my link and you’ll unlock 7 free gifts worth $126
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We’ve traveled for over a decade without anything like this ever happening… until now. Robbed in Amsterdam.
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2 Months...
Battling through the ITCZ (Inter Tropical Convergence Zone), we sail 1500+ miles from the Marshall Islands to beautiful Fiji. This is part one of our 12 day bluewater sailing voyage through some of the most remote parts of the pacific ocean.
#sailing #storm #vlog #yachtlife #reallife
We bought an Explorer Yacht on AUCTION! Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN!
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BIG Adventures Ahead! Shop Beam’s Black Friday Sale! Get up to 50% off with my link: (limited time only!). No code needed - discount will auto apply at checkout!
Sailing Antarctica!
More about Captain Cathrine and our Expedition to Antarctica:
Baja 1000
If you want to see the schedule and race m...
Episode 35
We sail from Isla Partida to Isla San Francisco, one of the most iconic anchorages in the Sea of Cortez. On the way, we battle a stubborn jib furler, are joined by a playful pod of dolphins, and catch our first fish under sail! Once we arrive, we’re surrounded by turquoise water, white sa...
After six months, countless miles, and what feels like a hundred boats later… 🌊 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN!
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Buying a 100-Year-Old Wooden Boat! Head to to get a free AG1 welcome kit when you first subscribe!
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Life Aboard a Trawler. Want better sleep? Try our favorite sleep aid, Dream! Click and use code WYNNS for up to 35% off. Limited time only!
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Alaska to Washington, Our First Adventure on a Trawler. Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN!
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Come along for a day in my life in Trinidad, doing boat jobs and living through our daily routine while our liveaboard catamaran is hauled out. This travel vlog shows the reality of yard life, and what living on a boat looks like while doing repairs.
From the realities of being in a shipyard, to ge...
We check out two serious explorer yachts that actually make sense for what we're planning (high latitude). One is practically brand new (and way beyond what we can spend) and another that's older but feels like something we could actually make work.
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Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new Flavor Lemonade Salt...it's "lemon squeezy" ☺️
Full Specs & Listing Information
The Swan, a 1965 Feadship may not be our next boat but if it is perfect for you, the full specs and listings can be f...
The short answer is yes. We're sharing what’s been happening behind the scenes, the types of boats we’re considering (and why), and what this next chapter of our journey could look like.
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With skepticism in our mugs and curiosity on our tongues...🦈 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN!
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Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new Limited-Time Flavor Lemonade Salt.
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From sails to steel, we’re exploring every option for an Alaska to Patagonia journey. Which means we need a vessel fit for pole to pole extreme conditions and all the heat in between.
🚢 Watch The First Yacht Tour With @NautiStyles Rico & Victoria:
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A stealthy van build to pair with our next boat home. Get 10% off beautiful tableware that will stay put no matter what kind of adventure you are on. Use code WYNNS 👉
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At 3.6 million this isn't just any catamaran, it's a fully loaded home and adventure base camp like nothing we've seen before.
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